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Aplysiols A and B, squalene-derived polyethers from the mantle of the sea hare Aplysia dactylomela |
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| Authors: | Emiliano Manzo Margherita Gavagnin Paola Cimino M. Letizia Ciavatta Guido Cimino |
| Affiliation: | a Istituto di Chimica Biomolecolare, CNR, Via Campi Flegrei 34, 80078 Pozzuoli, Naples, Italy b Dipartimento di Scienze Farmaceutiche, Universita' di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Salerno, Italy c State Key Laboratory of Drug Research, Institute of Materia Medica, Shanghai Institutes for Biological Sciences, Chinese Academy of Sciences, 201203 Shanghai, China |
| Abstract: | Two novel triterpenoids, aplysiols A (5) and B (6), have been isolated, together with structurally related known metabolites, from a South China Sea collection of the anaspidean mollusc Aplysia dactylomela. The structures of 5 and 6 were determined mainly by spectroscopic NMR techniques. The absolute stereochemistry of compound 5 was deduced by Mosher's method as well as by biogenetical consideration, whereas the absolute stereochemistry of compound 6 was established also using an integrated NMR-QM (Quantum Mechanical) approach, based on the combination of 13C NMR chemical shifts and 2,3JC-H coupling constant DFT (density functional theory) calculations. |
| Keywords: | Marine natural products Molluscs Aplysiol Absolute stereochemistry |
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